chem 216 lab report 1

chem 216 lab report 1 - Megan Gueli Lab Report 1 Chemistry...

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Megan Gueli Lab Report 1 Chemistry 216 February 1, 2012 Acetylation of Aniline Introduction: Primary and secondary amines are converted into acetamides through a nucleophilic attack for protection, ultimately reducing their reactivity toward oxidizing agents and electrophiles. Typically acetamides are crystalline solids, which can help in purification by recrystallization. The melting point, TLC, IR spectrum and the Beilstein test will be used to determine an unknown aromatic anine. Simple Reaction Scheme: Experimental:
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Dissolve 500 mg of aniline in 13-14mL of water combined with 0.45 mL of HCl. Measure out 0.6mL of the formed acetic anhydride, and prepare a solution with 530mg sodium acetate in 3 mL of water. Then add the acetic anhydride to the solution of aniline in HCl in water. Mix by swirling. Immediately add the sodium acetate solution. The acetanilide should form a white pricipitate. Cool the solution in ice, and collect the solid through suction filtration. Finally, recrystalize from water or aqueous ethanol. Figure 1: Table of Reagents Compound MW (g/mol) Mmol Mass(mg) Volume (mL) Density (g/mL) Hazards Aniline 93.13 5.4 500 500 1.0217 inhalation of vapour is toxic Water 18 1.06 13 13 1 skin irritant Sodium Acetate 82 4 530 530 1.528 irritant Acetic  Anhydride 102.04 3 0.6 0.6 1.048 irritant and flammable HCl 36.5 1.007 0.45 0.45 1.18 corrosive Part 1: Recrystalization of Aniline From the very beginning, this experiment did not go entirely as planned. When
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chem 216 lab report 1 - Megan Gueli Lab Report 1 Chemistry...

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